5(3)-trifluoromethyl-3(5)-(2-phenylethyl)-1H-pyrazole

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5(3)-trifluoromethyl-3(5)-(2-phenylethyl)-1H-pyrazole
• 英文别名: 5-(2-phenylethyl)-3-(trifluoromethyl)-1H-pyrazole
• 化学式: C₁₂H₁₁F₃N₂
• 分子量: 240.228
• InChiKey: ADZUNIACBJGGSC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,1,1-trifluoro-4-methoxy-6-phenylhex-3-en-2-one 在 盐酸肼 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以88%的产率得到5(3)-trifluoromethyl-3(5)-(2-phenylethyl)-1H-pyrazole
  参考文献：
  名称：

  An Acetal Acylation Methodology for Producing Diversity of Trihalomethyl- 1,3‑dielectrophiles and 1,2-Azole Derivatives

  摘要：

  A series of functionalized 1,1,1-trihalo-4-methoxy-3-alken-2-ones [CX3C(O)CR1=CROMe, where X = F or Cl; R = n-heptyl, n-octyl, n-nonyl, n-decyl, n-undecyl, n-tridecyl, (CH2)(2)CH=C(Me)(2), (CH2)(2)Ph, (CH2)(2)-(4-HOC6H4), (CH2)(2)-(4-MeOC6H4), (CH2)(2)CO2Me, (CH2)(3)CO2Me, CH(SMe)CH3, CH2(2-MeOC6H4), and R-1 = H, and R = H and R-1 = n-decyl] were synthesized from respective alkyl methyl ketones or aldehyde via acetal acylation using trifluoroacetic anhydride and trichloroacetyl chloride. 1,1,1-Trihalo-4-methoxy-3-alken-2-ones with acid-compatible substituents were easily hydrolyzed to respective trihalomethyl-1,3-diketones. The 1,1,1-trihalo-4-methoxy-3-alken-2-ones and/or respective trihalomethyl-1,3-diketones were reacted regiospecifically with hydroxylamine hydrochloride, leading to isoxazole derivatives, and with hydrazines, leading to respective 1H-pyrazole derivatives. The structures of all compounds were assigned based on nuclear magnetic resonance (NMR) and mass spectrometric data. This method represents an efficient pathway for the regioselective trihaloacetylation of asymmetrically substituted alkyl methyl ketones and highly self-condensing aldehydes. Moreover, this approach allows the introduction of biologically recognizable moieties, such as those from levulinic acid, sulcatone (prenyl), benzylacetone, anisylacetone, and raspberry ketone, as synthetic molecular targets.

  DOI：

  10.21577/0103-5053.20190160

文献信息

• Cycloaddition of Trifluoroacetaldehyde <i>N</i>-Triftosylhydrazone (TFHZ-Tfs) with Alkynes for Synthesizing 3-Trifluoromethylpyrazoles
  作者：Hongwei Wang、Yongquan Ning、Yue Sun、Paramasivam Sivaguru、Xihe Bi

  DOI：10.1021/acs.orglett.0c00395

  日期：2020.3.6

  (TFHZ-Tfs) and alkynes is reported. This protocol provides an operationally simple and general method for the synthesis of diverse 3-trifluoromethylpyrazoles in good to excellent yields with broad substrate scope, including aryl, heteroaryl, and alkyl terminal alkynes, and electron-deficient internal alkynes. The synthetic potential of this method was further demonstrated by the synthesis of an antiarthritic

  据报道，三氟乙醛N-三氟yl（TFHZ-Tfs）与炔烃之间无过渡金属的[3 + 2]环加成反应。该协议提供了一种操作简单且通用的方法，可以以良好的产率和优异的产率合成各种3-三氟甲基吡唑，具有广泛的底物范围，包括芳基，杂芳基和烷基末端炔烃，以及电子缺陷型内部炔烃。通过抗克药物塞来昔布的合成（以克为单位），进一步证明了该方法的合成潜力。
• [EN] COMBINATION THERAPY OF RADIATION AND A COX-2 INHIBITOR FOR THE TREATMENT OF NEOPLASIA<br/>[FR] THERAPIE COMBINANT LA RADIOTHERAPIE ET UN INHIBITEUR DE LA CYCLOOXYGENASE-2 PERMETTANT DE TRAITER LES MALADIES NEOPLASIQUES
  申请人：SEARLE & CO

  公开号：WO2000038716A1

  公开（公告）日：2000-07-06

  The present invention provides methods to treat or prevent neoplasia disorders in a mammal using a combination of radiation therapy and a cyclooxygenase-2 inhibitor.

  本发明提供了一种使用放射治疗和环氧合酶-2抑制剂的组合来治疗或预防哺乳动物的肿瘤疾病的方法。
• Methods and compositions for the treatment or prevention of human immunodeficiency virus and related conditions using cyclooxygenase-2 selective inhibitors and antiviral agents
  申请人：Maziasz Timothy

  公开号：US20050026902A1

  公开（公告）日：2005-02-03

  The present invention provides compositions and methods for the treatment of human immunodeficiency virus (HIV) infection as well as HIV associated diseases and related disorders. More particularly, the invention provides a combination therapy for the treatment of HIV infection as well as HIV associated diseases and related disorders comprising the administration to a subject of an anti-human immunodeficiency virus agent in combination with a cyclooxygenase-2 selective inhibitor or an isomer or a pharmaceutically acceptable salt, ester, or prodrug thereof.

  本发明提供了治疗人类免疫缺陷病毒（HIV）感染以及HIV相关疾病和相关紊乱的组合物和方法。更具体地说，本发明提供了一种治疗HIV感染以及HIV相关疾病和相关紊乱的组合疗法，包括向受试者施用抗人类免疫缺陷病毒制剂与环氧化酶-2选择性抑制剂或其异构体或其药学上可接受的盐、酯或原药组合。
• COMBINATION THERAPY OF RADIATION AND A COX-2 INHIBITOR FOR THE TREATMENT OF NEOPLASIA
  申请人：G.D. SEARLE & CO.

  公开号：EP1140181A1

  公开（公告）日：2001-10-10
• Compositions of a cyclooxygenase-2 selective inhibitor and a cholinergic agent for the treatment of reduced blood flow or trauma to the central nervous system
  申请人：Stephenson T. Diane

  公开号：US20050026919A1

  公开（公告）日：2005-02-03

  The present invention provides compositions and methods for the treatment of reduced blood flow to the central nervous system or traumatic injury to the central nervous system in a subject. More particularly, the invention provides a combination therapy for the treatment of a central nervous system ischemic condition or traumatic injury comprising the administration to a subject of a cholinergic agent in combination with a cyclooxygenase-2 selective inhibitor.